First Time In Aglory Hole Stories Stories

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My Chastity Story Pt. 01

by Digger66 on Oct 3, 2018
Fetish

[Massive re-write of this story. Good feedback. I flushed out the character's motivations.] * It all started because I jerk off too much. Every night, I would retreat to the basement after my wife, Kate, would go to bed early. Both of us are in our mid-forties. I often asked for sex, but my wife complained that I was never any good at it. She always said t...

My First Glory Hole Experience

by KenAndrews on Sep 14, 2017
First Time

The following is a true story and the experience took place in August 2017 in London. This is my first story for Literotica and I hope you enjoy it. ***** It was a slow and long day. I'd been out the previous night as one of my colleagues was leaving the company and going traveling around the world.. A few drinks turned into a lot more than my body can cop...

Meet Me in Big Sur

by RobAnthony53 on Jun 26, 2018
Erotic Couplings

Chapter One: It's been a quiet week here in Pismo Beach. I'm still recuperating from my role as a glory hole stud. My friend, Lynette, asked me to entertain a lady from Iowa she had met. Lynette is the Assistant Manager at our local adult sex shop. She set her friend up in one of the video booths and had me stuff my cock through the glory hole from the adj...

Carol Ch. 15

by flinchny010 on Sep 13, 2017
Exhibitionist & Voyeur

In the end, I had a dizzying eight months with Carol. In these long chapters I've related the first few months, and how fast and how far we went. We went very, very far. Shall I touch on everything? Short as life seems sometimes, the episodes stacked up quickly, and college kids seem to have experiences compressed into very short spaces. In college we live...

A Dreamy Riding Lesson For Annette

by Philibert on Sep 14, 2017
Erotic Couplings

It was my first day of horse back riding lessons. I was so excited. I had ridden horses when I was a young girl but that quickly stopped after I fell off of the horse and broke my arm. Now it is 30 years later and I never lost my love for horses and everything about them. A month previous, I saw the advertisement on-line for private horseback riding lesson...

A Happy Marriage: A Stockings Tale

by silkstockingslover on Dec 9, 2019
Illustrated

Summary: Wife decides to spice up their sex live in a few kinky ways. Note 1: This is a 2017 Valentine's Day story so please vote. Note 2: Thanks to TexBeethoven, Dave, Robert and Wayne for editing this lengthy tale. PS: This is a lengthy, stocking foot HEAVY, husband-wife story that is likely one of the most personal in my 300 plus stories. Although Mira...

Back in Catherine's Arms Again

by RobAnthony53 on Jul 17, 2018
Group Sex

Chapter One: Summer is upon us and the weather is heating up along the Central Coast of California. This may be the toastiest July of them all. Certainly, my sex drive is hotter than ever and I'm thankful my darling Catherine is back from her time in Southern California. She was on an extended visit to her daughter's home which left me plenty of time to get...

How Natalie Became A Wifewhore

by ptstewart on Sep 13, 2017
Loving Wives

My name is Natalie and I am writing to tell you all how I found myself last weekend introduced by my husband to two total strangers as a paid whore. Objectively the idea that I am or could be a whore is beyond belief. I am married to Paul who is only my second lover. As a thirty-six year-old woman this is not many lovers. Yet this moment represented for me t...

Anal At Last!

by C_Duke on Sep 13, 2017
Group Sex

It had taken me a while to get up the courage to meet my online partner. We had exchanged suggestive and teasing emails and exchanged stories of conquests and fantasies for a while, and more recently had met for "cyber sex" on more than one occasion and both have enormous appetites for sex in many different shapes, forms and positions with members of the opp...

Wannabe Cuckold Gets Found Out

by tombrennen on Jan 20, 2020
Fetish

A little about myself before I start the story. A trim 35 year old man that would probably be diagnosed as a sex and porn addict. As long as I can remember, I've been extremely sexual. Starring at cleavage and tight pants, led to porn mags and the occasional video, led to the internet. Once the internet exploded, so did my sexual fantasies. Shemale porn, and...